- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price on Oct 30
$133
Average ticket price on Oct 30
$143
Fastest journey on Oct 30
20 h 30 m
Average journey duration on Oct 30
1 d
Buses on Oct 30
7
Distance
1225 km
The best way to find a cheap bus ticket from New Haven, CT to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from New Haven, CT to Chicago, IL will cost around $143 if you buy it on the day, but the cheapest tickets can be found for only $133.
It's difficult to get from New Haven, CT to Chicago, IL without transferring at least once.
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Buses from New Haven, CT to Chicago, IL run on average 10 times per day, taking around 23h 33m. Cheap bus tickets for this journey start at $73 but you can travel from only $47 by flight.
The earliest bus runs at 05:50, the last at 23:35. The fastest bus covers the 761 miles (1225 km) distance in 18h 50m.
Distance 761 miles (1225 km) |
Average bus duration 23h 33m |
Cheapest ticket price $73 |
Buses per day 10 |
Fastest bus 18h 50m |
First bus 5:50 AM |
Last bus 11:35 PM |
Cheapest Month Nov |
Cheapest Day Thu |
High Season Jul - Sep |
Low Season Jan - Mar |
Best time to book 14 days |
Use these quick route answers to check fares, travel time, departure options, and direct services before booking from New Haven, CT to Chicago, IL.
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 12:15AM | Arrival Time 02:00PM | Duration 37h45 | Departure days Thu | Cheapest price $245 |
Operator Greyhound | Departure Time 03:10AM | Arrival Time 01:00PM | Duration 33h50 | Departure days Wed | Cheapest price $196 |
Operator FlixBus | Departure Time 04:10AM | Arrival Time 12:10PM | Duration 32h00 | Departure days Thu | Cheapest price $178 |
Operator Greyhound | Departure Time 04:10AM | Arrival Time 02:00PM | Duration 33h50 | Departure days Wed | Cheapest price $183 |
Operator FlixBus | Departure Time 04:25AM | Arrival Time 06:10AM | Duration 26h45 | Departure days Sun | Cheapest price $134 |
Operator Greyhound | Departure Time 04:25AM | Arrival Time 08:00AM | Duration 28h35 | Departure days Sun | Cheapest price $137 |
Operator FlixBus | Departure Time 05:25AM | Arrival Time 05:10AM | Duration 25h45 | Departure days Mon, Sat | Cheapest price $130 |
Operator FlixBus | Departure Time 07:15AM | Arrival Time 01:25PM | Duration 31h10 | Departure days Thu | Cheapest price $142 |
Operator Greyhound | Departure Time 09:30AM | Arrival Time 10:00AM | Duration 25h30 | Departure days Sun | Cheapest price $123 |
Operator Greyhound | Departure Time 11:35AM | Arrival Time 10:00AM | Duration 23h25 | Departure days Mon, Thu, Fri, Sat, Sun | Cheapest price $120 |
Operator FlixBus | Departure Time 02:10PM | Arrival Time 01:25PM | Duration 24h15 | Departure days Mon, Thu, Fri, Sat, Sun | Cheapest price $125 |
Operator Greyhound | Departure Time 03:35PM | Arrival Time 03:00PM | Duration 23h25 | Departure days Wed | Cheapest price $196 |
Operator FlixBus | Departure Time 05:55PM | Arrival Time 01:25PM | Duration 20h30 | Departure days Mon, Fri, Sat, Sun | Cheapest price $123 |
Operator FlixBus | Departure Time 07:15PM | Arrival Time 06:55PM | Duration 24h40 | Departure days Fri, Sat, Sun | Cheapest price $129 |
Operator Greyhound | Departure Time 07:15PM | Arrival Time 08:00AM | Duration 37h45 | Departure days Mon, Thu, Sun | Cheapest price $123 |
Operator Greyhound | Departure Time 09:55PM | Arrival Time 01:05AM | Duration 27h10 | Departure days Tue | Cheapest price $166 |
Operator Greyhound | Departure Time 10:55PM | Arrival Time 02:05AM | Duration 27h10 | Departure days Tue | Cheapest price $219 |
Operator Greyhound | Departure Time 11:00PM | Arrival Time 08:00AM | Duration 34h00 | Departure days Mon, Thu, Fri, Sat, Sun | Cheapest price $143 |
Operator FlixBus | Departure Time 11:00PM | Arrival Time 06:10AM | Duration 32h10 | Departure days Thu, Fri, Sun | Cheapest price $124 |
Operator Greyhound | Departure Time 11:15PM | Arrival Time 01:05AM | Duration 25h50 | Departure days Tue, Wed | Cheapest price $119 |
The table below shows live departures for New Haven, CT to Chicago, IL buses for today, Thursday, October 29. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
· · | 11:35 AM New Haven, Union Avenue (Union Station Parking Garage), CT | 23h25 | 10:00 AM Chicago, Greyhound Bus Station | 2 transfers | |
· · | 11:35 AM New Haven, Union Avenue (Union Station Parking Garage), CT | 27h10 | 1:45 PM Chicago, Union Station (Amtrak), IL | 2 transfers | |
FlixBus · FlixBus+![]() | 2:10 PM New Haven, Union Avenue (Union Station Parking Garage), CT | 24h15 | 1:25 PM Chicago, Greyhound Bus Station | 2 transfers | |
· · | 7:15 PM New Haven, Union Avenue (Union Station Parking Garage), CT | 25h50 | 8:05 PM Chicago, Greyhound Bus Station | 2 transfers | |
FlixBus+ · · | 11:00 PM New Haven, Union Avenue (Union Station Parking Garage), CT | 34h00 | 8:00 AM Chicago, Union Station (Amtrak), IL | 3 transfers | |
FlixBus · FlixBus · FlixBus+![]() | 11:00 PM New Haven, Union Avenue (Union Station Parking Garage), CT | 32h10 | 6:10 AM Chicago, Greyhound Bus Station | 3 transfers | |
This is the last bus of the day. | |||||
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Review the details behind your booking, from operators and ticket rules to luggage, onboard amenities, accessibility, and route-specific travel policies.
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
Get destination-focused answers for the end of your trip, including what to do, when to go, practical entry details, and tips for making the most of your time in Chicago, IL.
Find answers to the most common questions about traveling from New Haven, CT to Chicago, IL by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

Most New Haven, CT to Chicago, IL buses use the New Haven, Union Avenue (Union Station Parking Garage) to Chicago, Greyhound Bus Station station pair, with some services arriving at Chicago, Union Station (Amtrak). Use this guide to compare New Haven, CT and Chicago, IL bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
New Haven, Union Avenue (Union Station Parking Garage) is 1 km from New Haven city centre. Public transport options include:
New Haven, Union Avenue (Union Station Parking Garage) has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: There are several food kiosks inside the station.
Free Wi-Fi available at the station. ATMs are aTM located near the entrance.
Ticket office support is available at New Haven, Union Avenue (Union Station Parking Garage).
Available at New Haven, Union Avenue (Union Station Parking Garage): Parking, Taxis, WC.
Accessibility facilities are available at New Haven, Union Avenue (Union Station Parking Garage): The station is wheelchair accessible.
Chicago, Greyhound Bus Station is 2 km from Chicago city centre. Public transport options include:
Chicago, Greyhound Bus Station has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Snack shop and vending machines available
Free Wi-Fi in waiting area. ATMs are located near entrance.
Ticket office support is available at Chicago, Greyhound Bus Station.
Available at Chicago, Greyhound Bus Station: Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Greyhound Bus Station: Wheelchair accessible entrances and seating.
Chicago, Union Station (Amtrak) is 3 km from Chicago city centre. Public transport options include:
Chicago, Union Station (Amtrak) has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Multiple dining options are available inside the station.
Free Wi-Fi is available in waiting areas. ATMs are aTMs are located near the main entrance.
Ticket office support is available at Chicago, Union Station (Amtrak).
Available at Chicago, Union Station (Amtrak): Parking, Taxis, WC.
Accessibility facilities are available at Chicago, Union Station (Amtrak): Station is accessible with elevators and ramps.
Check bus stations information for New Haven, CT and Chicago, IL, including where buses depart and arrive on this route.
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